4692. Hexamidine

Nomenclature

CAS number: 3811-75-4
4,4′-[1,6-Hexanediylbis(oxy)]bisbenzenecarboximidamide; 4,4′-(hexamethylenedioxy)dibenzamidine; 4,4′-diamidino-α,ω-diphenoxyhexane.
C20H26N4O2; mol wt 354.45.
C 67.77%, H 7.39%, N 15.81%, O 9.03%.

Description and references

Prepn: A. J. Ewins et al., GB 507565 (1939 to May & Baker); and trypanocidal activity: J. N. Ashley et al., J. Chem. Soc. 1942, 103. Activity in fibrinolytic systems: J. D. Geratz, Thromb. Diath. Haemorrh. 29, 154 (1973). Antibacterial activity: G. Michel et al., J. Int. Med. Res. 14, 205 (1986). Antifungal activity: M. C. Reynaud, C. Chauve, Bull. Soc. Fr. Mycol. Med. 15, 269 (1986). HPLC determn in pharmaceutics: P. Taylor et al., J. Pharm. Sci. 72, 1477 (1983); in cosmetics: B. Wyhowski de Bukanski, M. O. Masse, Int. J. Cosmet. Sci. 6, 283 (1984). Clinical use as a topical antiseptic: M. J. Fénelon, Bordeaux Med. 3, 867 (1970). Use in treatment of acne: P. Taylor, A. A. Levy, EP 93186 (1983 to Richardson-Vicks). Amebicidal effects: D. Perrine et al., Antimicrob. Agents Chemother. 39, 339 (1995).

Chemical structure

Derivative

Isethionate.

Nomenclature

CAS number: 659-40-5
RF-2535; Desomedine (Chauvin); Hexomedin (Sanofi-Aventis).
C24H38N4O10S2; mol wt 606.71.
C 47.51%, H 6.31%, N 9.23%, O 26.37%, S 10.57%.

Properties

Prisms from HCl, mp 246-247° (dec).

Use

Preservative in cosmetics.

Therapeutic Category

Antiseptic (topical).

Keywords

Antiseptic/Disinfectant